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Merck

30432

Dansylcadaverine

BioReagent, suitable for fluorescence, ≥99.0% (HPLC)

Synonym(s):

N-(5-Amino­pentyl)-5-di­methyl­amino­naphtha­lene-1-sulfon­amide, N-(Dimethyl­amino­naphtha­lene­sulfonyl)-1,5-pentane­diamine, Monodansyl cadaverine

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About This Item

Empirical Formula (Hill Notation):
C17H25N3O2S
CAS Number:
10121-91-2
Molecular Weight:
335.46
UNSPSC Code:
12352108
NACRES:
NA.32
PubChem Substance ID:
57648439
EC Number:
233-326-9
Beilstein/REAXYS Number:
2951070
MDL number:
MFCD00042704

Key Documents

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InChI key

MLEBFEHOJICQQS-UHFFFAOYSA-N

InChI

1S/C17H25N3O2S/c1-20(2)16-10-6-9-15-14(16)8-7-11-17(15)23(21,22)19-13-5-3-4-12-18/h6-11,19H,3-5,12-13,18H2,1-2H3

SMILES string

CN(C)c1cccc2c(cccc12)S(=O)(=O)NCCCCCN

product line

BioReagent

assay

≥99.0% (HPLC)

mp

137-140 °C

fluorescence

λex 335 nm; λem 518 nm in methanol, λex 338 nm; λem 500 nm (Reaction product)

suitability

suitable for fluorescence

storage temp.

−20°C

Quality Level

100

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Application

Dansylcadaverine (MDC), an autofluorescent dye, is used to monitor autophagy. MDC accumulates in autophagic vacuoles due to a combination of ion trapping and specific interactions with membrane lipids.

Biochem/physiol Actions

Inhibitor of the fibrin-stabilizing fator; Inhibitor of epidermal growth factor (EGF) internalization; Fluorescent substrate for the assay of transamidating enzymes.
The autofluorescent dye dansylcadaverine, or monodansylcadaverine (MDC), is commonly used to monitor autophagy. MDC preferentially accumulates in autophagic vacuoles due to a combination of ion trapping and specific interactions with membrane lipids.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.
air sensitive, handled under inert gas

Other Notes

Solubility of dansylcadaverine is tested in methanol (10 mg/mL). It has also been reported that dansylcadaverine is soluble in DMSO and acetic acid.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

30432-100MG: + 30432-BULK: + 30432-1G: + 30432-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ9453
BCCD4415
BCBX0277
BCBQ5694V
BCBM3760V

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Qi Jiang et al.
The Journal of urology, 188(4), 1361-1368 (2012-08-22)
Androgen receptor has a critical role in prostate cancer development and progression. Cell death via autophagy may also contribute to prostate cancer progression. We determined the role and regulatory effects of androgen receptor on the autophagy process of prostate cancer
Transamidating enzymes. I. Rapid chromatographic assays.
L Lorand et al.
Analytical biochemistry, 44(1), 207-220 (1971-11-01)
H T Haigler et al.
The Journal of biological chemistry, 255(4), 1239-1241 (1980-02-25)
The binding and internalization of 125I-epidermal growth factor (125I-EGF) was studied in cultures of BALB 3T3 cells using a novel method that involved removal of cell-surface hormone by treatment with acetic acid under conditions that did not remove internalized hormone.
Melissa S Hillwig et al.
Proceedings of the National Academy of Sciences of the United States of America, 108(3), 1093-1098 (2011-01-05)
RNase T2 enzymes are conserved in most eukaryotic genomes, and expression patterns and phylogenetic analyses suggest that they may carry out an important housekeeping role. However, the nature of this role has been elusive. Here we show that RNS2, an
Fibrin-stabilizing factor inhibitors. 3. Sulphonamides related to monodansylcadaverine.
J L Nilsson et al.
Acta pharmaceutica Suecica, 8(5), 497-504 (1971-11-01)
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